4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride

• ChemBase编号: 73039
• 分子式: C29H34Cl2N2O2
• 平均质量: 513.49846
• 单一同位素质量: 512.1997337
• SMILES: c1c(ccc(c1)C1(CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1)O)Cl.Cl
• Canonical SMILES: Clc1ccc(cc1)C1(O)CCN(CC1)CCC(C(=O)N(C)C)(c1ccccc1)c1ccccc1.Cl
• InChI: InChI=1S/C29H33ClN2O2.ClH/c1-31(2)27(33)29(24-9-5-3-6-10-24,25-11-7-4-8-12-25)19-22-32-20-17-28(34,18-21-32)23-13-15-26(30)16-14-23;/h3-16,34H,17-22H2,1-2H3;1H
• InChIKey: PGYPOBZJRVSMDS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride
• IUPAC传统名: loperamide hydrochloride; imodium hydrochloride
• 别名: 4-(对-氯苯基)-4-羟基-N,N-二甲基-α,α-二苯基-1-哌啶丁酰胺 盐酸盐; 洛哌丁胺 盐酸盐; Loperamide hydrochloride; 4-(4-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutanamide Hydrochloride; Arret; Blox; Brek; Dissenten; Fortasec; Imodium; Imodium A-D; Imosec; Imossel; Lopemid; Lopemin; Loperazine; Loperyl; Lopodium; Maalox Antidiarrheal; NSC 696356; PJ 185; R 18553; Suprasec; Tebloc; 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide hydrochloride; Loperamide hydrochloride; 4-(4-chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidine butanamide; LOPERAMIDE; 4-(p-Chlorophenyl)-4-hydroxy-N,N-dimethyl-α,α-diphenyl-1-piperidinebutyramide hydrochloride

登记号

• CAS号: 34552-83-5
• EC号: 252-082-4
• MDL号: MFCD00058581
• PubChem SID: 162037959; 24278042; 24860777
• PubChem CID: 71420

理论计算性质

• Acid pKa: 13.964883
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.4130412
• LogD (pH = 7.4): 2.771404
• Log P: 4.7711906
• 摩尔折射率: 139.319 cm^3
• 极化性: 54.263134 Å^3
• 极化表面积: 43.78 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White Solid
• 熔点: 223-225°C
• 疏水性(logP): 4.662

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS编号: TM4960000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 澳大利亚Hazchem: 2X
• 危险公开号: 25; R:25
• 安全公开号: 45; S:28-29-36/37/39-45
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 相关基因信息: human ... OPRM1(4988)

产品相关信息

• 纯度: 95%
• 级别: certified reference material; VETRANAL™, analytical standard
• 成盐信息: hydrochloride
• 包装: pkg of 1 g
• Pharmacopeia Traceability: traceable to BP 635; traceable to PhEur L0750000; traceable to USP 1370000
• Empirical Formula (Hill Notation): C29H33ClN2O2 · HCl

详细说明

MP Biomedicals - 02153676

Hydrochloride
Calcium channel antagonist.

Selleck Chemicals - S2480

Research Area: Metabolic Disease
Biological Activity:
Loperamide is an opioid-receptor agonist with an ED50 of 0.15 mg/kg. It acts on the μ-opioid receptors in the myenteric plexus of the large intestine; by itself it does not affect the central nervous system like other opioids. It works by decreasing the activity of the myenteric plexus, which, like morphine, decreases the tone of the longitudinal smooth muscles but increases tone of circular smooth muscles of the intestinal wall. This increases the amount of time substances stay in the intestine, allowing for more water to be absorbed out of the fecal matter. Loperamide also decreases colonic mass movements and suppresses the gastrocolic reflex. [1][2]

Sigma Aldrich - L4762

Biochem/physiol Actions
Non-selective Ca2+ channel blocker. At nanomolar concentrations, binds to μ opioid receptors; does not cross blood brain barrier.

Sigma Aldrich - PHR1162

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.

Sigma Aldrich - 34014

法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - L469450

Used as an antidiarrheal.

参考文献

• http://en.wikipedia.org/wiki/Loperamide
• Stokbroekx, et al.: J. Med. Chem., 1, 782 (1973)
• Carter, J.E., et al.: Anal. Profiles Drug Subs., 19, 341 (1973)